methyl 3-(1H-pyrrol-2-yl)prop-2-enoate

Base Information

• Chemical Name: methyl 3-(1H-pyrrol-2-yl)prop-2-enoate
• CAS No.: 32585-91-4
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.16300
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID20706931
• Mol file: 32585-91-4.mol

Synonyms:methyl 3-(1H-pyrrol-2-yl)prop-2-enoate;DTXSID20706931;FWODYBSMOMHLDY-UHFFFAOYSA-N;AKOS030230560;SB63424;3-(1H-Pyrrol-2-yl)-acrylic acid methyl ester

Chemical Property of methyl 3-(1H-pyrrol-2-yl)prop-2-enoate

Chemical Property:

• Melting Point: 86-88 °C
• Boiling Point: 296.2±15.0 °C(Predicted)
• PKA: 16.87±0.50(Predicted)
• PSA: 42.09000
• Density: 1.174±0.06 g/cm3(Predicted)
• LogP: 1.20090
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

97% ^*data from raw suppliers

(E)-Methyl 3-(1H-pyrrol-2-yl)acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=CC1=CC=CN1

Technology Process of methyl 3-(1H-pyrrol-2-yl)prop-2-enoate

There total 7 articles about methyl 3-(1H-pyrrol-2-yl)prop-2-enoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2-pyrrole aldehyde (1003-29-8,254729-95-8) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → 3-(1H-Pyrrol-2-yl)-acrylic acid methyl ester (32585-91-4)

Guidance literature:

In tetrahydrofuran; at 60 ℃; for 20h; Inert atmosphere;

DOI:10.1021/jacs.7b08036

Reference yield: 85.0%

methyl (E)-3-[N-(2-pyridylsulfonyl)pyrrol-2-yl]acrylate (1190426-25-5) → 3-(1H-Pyrrol-2-yl)-acrylic acid methyl ester (32585-91-4)

Guidance literature:

With ammonium chloride; zinc; In tetrahydrofuran; water; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.200902802

Reference yield: 75.0%

tert-butyl (E)-2-(3-methoxy-3-oxoprop-1-en-1-yl)-1H-pyrrole-1-carboxylate (1296137-11-5) → 3-(1H-Pyrrol-2-yl)-acrylic acid methyl ester (32585-91-4)

Guidance literature:

tert-butyl (E)-2-(3-methoxy-3-oxoprop-1-en-1-yl)-1H-pyrrole-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

With sodium hydrogencarbonate; In dichloromethane; water;

DOI:10.1016/j.ejmech.2011.01.034

upstream raw materials:

2-pyrrole aldehyde

methyl (triphenylphosphoranylidene)acetate

methyl (E)-3-[N-(2-pyridylsulfonyl)pyrrol-2-yl]acrylate

tert-butyl (E)-2-(3-methoxy-3-oxoprop-1-en-1-yl)-1H-pyrrole-1-carboxylate

Downstream raw materials:

Dimethyl 1H-Indole-4,6-dicarboxylate

2-(2-methoxycarbonylethyl)-pyrrole

5,5-difluoro-1,3-dimethyl-7-(3-(4-phenethyl-1H-1,2,3-triazol-1-yl)propyl)-5H-dipyrrolo[1,2-c:1',2'-f][1,3,2]diazaborinin-4-ium-5-uide

5,5-difluoro-1,3-dimethyl-7-(3-(5-phenethyl-1H-1,2,3-triazol-1-yl)propyl)-5H-dipyrrolo[1,2-c:1',2'-f][1,3,2]diazaborinin-4-ium-5-uide